WN 1638 then DL 5033 at Detroit
Chicago Midway → Detroit → Madison
Timetable, Detroit time
17:15WN 1638 from Chicago Midway at the gate
16:55DL 5033 to Madison leaves the gate
23 h 40 apart on the timetable, overnight
DL 5033 leaves 23 h 40 after WN 1638 arrives on the timetable: more than half a day, so not a connection we count.